Chemoenzymatic studies: From cycloheptatriene to the core of zaragozic acids

Article abstract of DOI:10.1016/S0040-4039(97)00086-5

(1R,4S,6S)-4-Acetoxy-6-triisopropylsilyl prepared from cycloheptatriene utilizing an asymmetrization of the precursor diol with Candida antarctica lipase B/isopropenyl acetate, was converted to (1S,3R,4S,5S,6R,7R)-4,6,7-triacetoxy-5-benzyloxymethyl-4-acetoxymethyl-2,8 -dioxabicyclo[3.2.1]octane representing,the core of zaragozic acid by a strategy involving Rubottom oxidations and ozonolysis.